Search Cottages in Winston - Salem

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Check prices for these dates

Next weekend
4 Rab. II - 6 Rab. II
In two weeks
11 Rab. II - 13 Rab. II
In one month
25 Rab. II - 27 Rab. II
In two months
23 Jum. I - 25 Jum. I

Compare 32 Cottages in Winston - Salem with updated reviews, rates, and availability.

Winston-Salem's Quaintest Cottage
Exterior

Winston-Salem's Quaintest Cottage

2.0 star property
10.0 out of 10, Exceptional, (2)
"It was a very nice stay, property is exactly as its described. "
Winston-Salem's Quaintest Cottage
Quaint 2 bed 1 bath cottage style home
Exterior

Quaint 2 bed 1 bath cottage style home

9.0 out of 10, Wonderful, (32)
"The house is beautiful! Everything we needed was right at our disposal. The only suggestion is to use scrubbing bubbles soap and scum remover on the shower Liners after every gt"
The price is SAR 428
SAR 894 total
includes taxes & fees
31 Mar - 1 Apr
Quaint 2 bed 1 bath cottage style home
Upscale City Cottage Getaway
Fridge, microwave, oven, stovetop

Upscale City Cottage Getaway

10.0 out of 10, Exceptional, (13)
"Visiting my daughter at Wake Forest. The location was perfect for getting to and from campus, and we had a great time. I would definitely stay again. "
Upscale City Cottage Getaway
1930’s Guest Cottage and Vintage Shop with 1/2 Bath and Full Bed
Towels, soap, toilet paper

1930’s Guest Cottage and Vintage Shop with 1/2 Bath and Full Bed

9.6 out of 10, Exceptional, (4)
"This is a neat as a pin, quaint cottage. The lack of a bath/shower and hot water bothered me more than i thought it would. Otherwise, it would be five stars hands down."
The price is SAR 188
SAR 403 total
includes taxes & fees
3 Apr - 4 Apr
1930’s Guest Cottage and Vintage Shop with 1/2 Bath and Full Bed
Hikers Nest At Pilot Mountain
Terrace/patio

Hikers Nest At Pilot Mountain

9.6 out of 10, Exceptional, (8)
"Such a sweet homey atmosphere. The den chairs were very uncomfortable. Couldnt put your feet up. But beds were comfortable. Very clean nice home. "
Hikers Nest At Pilot Mountain
Charming Yadkin Valley Cottage w/ Deck & Yard
Fridge, microwave, stovetop, dishwasher

Charming Yadkin Valley Cottage w/ Deck & Yard

10.0 out of 10, Exceptional, (39)
"The owner is amazing! She texted me the day of check in, has communicated with me spot on! We love this little cottage. Cozy, comfy, and made you feel like you are at home. It’s a great little place to come to after a long day. This little place has everything you could need and want. The only downside….its not mine hahahaha well will definitely keep this place in our saved places and want to stay here again when we’re in the area. You won’t be disappointed with this little cottage!! "
Charming Yadkin Valley Cottage w/ Deck & Yard
Garden Cottage - Where Something is Always in Bloom.
Exterior

Garden Cottage - Where Something is Always in Bloom.

9.8 out of 10, Exceptional, (35)
"All the amenities that we could want, fantastic location for food options! I was surprised that it’s not its own cottage, it’s a room with its own bathroom that is in the owner’s house. Owner responded quickly and available if we needed her. "
The price is SAR 244
SAR 721 total
includes taxes & fees
31 Mar - 1 Apr
Garden Cottage - Where Something is Always in Bloom.
Cute cottage in a rural setting
Exterior

Cute cottage in a rural setting

7.6 out of 10, Good, (5)
"Enjoyed staying in North Carolina. The location of the Cottage is great. Close to shopping and different tourist attractions throughout NC. The Cottage could use some updating, but overall it was comfortable, like going to visit Grandma!! Thank you for letting my family and I stay in the Cottage for the week."
The price is SAR 251
SAR 995 total
includes taxes & fees
31 Mar - 1 Apr
Cute cottage in a rural setting
Quiet Cottage - King Bed - Near wedding venue & Restaurants - Long Term Allowed
Fridge, microwave, oven, stovetop

Quiet Cottage - King Bed - Near wedding venue & Restaurants - Long Term Allowed

8.2 out of 10, Very Good, (14)
"2nd time staying at this property"
Quiet Cottage - King Bed - Near wedding venue & Restaurants - Long Term Allowed
Charming 2-bedroom cottage in Kernersville with abundant wildlife
Living area

Charming 2-bedroom cottage in Kernersville with abundant wildlife

"A quiet retreat getaway. House was perfect - comfy, clean. It is near a secondary highway, but not noisy in house. More like white noise when going to bed. Otherwise not noticeable. Outside is more pronounced. Property is very pretty, and provides nice views and walks. Wildlife viewing from house. A very nice stay"
Charming 2-bedroom cottage in Kernersville with abundant wildlife
Cozy Cottage minutes to Downtown
Private kitchen

Cozy Cottage minutes to Downtown

10.0 out of 10, Exceptional, (2)
"We had a great stay - very comfortable, clean, had everything we needed. Kim was very kind and made it easy for us to get in even though our flight was late. Thank you!!! My family who stayed with me made several comments about the house being great as well. Will definitely stay here again if we are back in the area. "
Cozy Cottage minutes to Downtown
Mill House Cottage in rural setting, come visit!
Fridge, microwave, oven, stovetop

Mill House Cottage in rural setting, come visit!

10.0 out of 10, Exceptional, (8)
"What a delightful place. It was impeccable, well-appointed and full of interesting features. We loved it"
Mill House Cottage in rural setting, come visit!
Historic Winston-salem Guest Barn on Farm!
Lobby

Historic Winston-salem Guest Barn on Farm!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Rented for my son's graduation and was able to easily sleep 8 and host a graduation bbq with others. Fantastic memory and a great environment to connect with a larger group in a family setting. Owners were great and very helpful all around so that I could host a great weekend."
Historic Winston-salem Guest Barn on Farm!
Private Yard & Deck: High Point Home Base!
Interior

Private Yard & Deck: High Point Home Base!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great house. Very clean and comfortable. Convenient for our activities for the weekend. Has everything that you would need."
Private Yard & Deck: High Point Home Base!
Mid-Century Modern Cottage in Ardmore Area!
Fridge, microwave, stovetop, dishwasher

Mid-Century Modern Cottage in Ardmore Area!

9.8 out of 10, Exceptional, (9)
"Visiting family. Perfect for our stay. Close to downtown. "
Mid-Century Modern Cottage in Ardmore Area!
Historic Farmhouse ~ 15 Mi to Winston-salem
House (4 Bedrooms) | 4 bedrooms, iron/ironing board, bed sheets

Historic Farmhouse ~ 15 Mi to Winston-salem

3.0 star property
10.0 out of 10, Exceptional, (1)
"Amazing stay. Peaceful and quiet location with fresh air. The home displayed a lot of beautiful culture and charm. It was nice to see deer and other beautiful wildlife around the property. The host Tree was great. Every question answered!"
Historic Farmhouse ~ 15 Mi to Winston-salem
Winston-salem Vacation Rental ~ 3 Mi to Downtown!
House (2 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Winston-salem Vacation Rental ~ 3 Mi to Downtown!

3.0 star property
Winston-salem Vacation Rental ~ 3 Mi to Downtown!
Mid-century Modern Cottage in Ardmore Area!
Cottage (2 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Mid-century Modern Cottage in Ardmore Area!

3.0 star property
2.0 out of 10, (1)
"Even though I received a confirmation from Hotels.com, Evolve (the property manager), had no record of our booking. We were on the phone with Evolve for 45 minutes, never received a call back and then got an email 2 hours later suggesting other Evolve properties. Never again. "
Mid-century Modern Cottage in Ardmore Area!
'the Travis House at Lantern Springs' on Farm!
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

'the Travis House at Lantern Springs' on Farm!

3.0 star property
'the Travis House at Lantern Springs' on Farm!
Charming cottage in Winston-Salem with WiFi and AC
View from property

Charming cottage in Winston-Salem with WiFi and AC

The price is SAR 338
SAR 466 total
includes taxes & fees
1 Apr - 2 Apr
Charming cottage in Winston-Salem with WiFi and AC
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Winston - Salem

Secluded close to everything!
Exterior

Secluded close to everything!

8.4 out of 10, Very Good, (5)
"The property manager was excellent to deal with the house was very clean and any questions I had were answered almost immediately. The home is in a very quiet area, but close to everything."
The price is SAR 334
SAR 1,369 total
includes taxes & fees
3 Apr - 4 Apr
Secluded close to everything!
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
Fridge, microwave, oven, stovetop

Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!

10.0 out of 10, Exceptional, (31)
"This little nook is very cozy. Our host was very attentive with any questions and left us a champagne split and chocolates upon arrival. The home is well maintained and decorated. I was worried that since pets are allowed it would have an odor, but that was not the case.It had everything we needed. There were no napkins, but paper towels; so no big deal.Great place to stay in Winston-Salem."
The price is SAR 484
SAR 852 total
includes taxes & fees
2 Apr - 3 Apr
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
Home in the Kernersville near Winston Salem, Greensboro, High Point
Fridge, microwave, oven, stovetop

Home in the Kernersville near Winston Salem, Greensboro, High Point

10.0 out of 10, Exceptional, (54)
"Stayed from Feb6 to Feb13, 2025. One of the best places that we stayed at. Everything was perfect, polite respectful host, very very clean house, well equipped, organized, cozy and nice location (you should have a car to enjoy the stay & the area).Definitely will book the house again in my next visit to Greensboro.Thanks Don "
The price is SAR 431
SAR 928 total
includes taxes & fees
31 Mar - 1 Apr
Home in the Kernersville near Winston Salem, Greensboro, High Point
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much do cottages in Winston - Salem cost?
Cottages in Winston - Salem range between SAR 188 and SAR 428 per night. These properties offer a chance to reconnect with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your cottage in Winston - Salem with Expedia?
Booking a cottage in Winston - Salem is as simple as working out your travel dates and choosing an ideal place for a getaway in nature. From luxurious retreats to budget-friendly properties and cottages that come with amenities like a kitchenette, Expedia has something for all tastes. As for the best offers around? We’ve got them as well!
How can I find cheap cottages in Winston - Salem?
The quickest way to score cheap cottages in Winston - Salem is with Expedia’s handy filter tool. Narrow down your search by amenities, budget and star rating to snag unbeatable prices in a couple of clicks.